Many things can cause that problem. If the oil drain plug in the bottom of the bell housing is clogged up and oil has built up inside that can cause it as can water building up and causing rust. Look for the cotter pin in the bottom of the bell housing and make sure it is there and loose. As for pulling the starter yes that can be fun and not in a good way. You have to loosen both bolts and when you can wiggle it out some you stick a nut on the bolt to the most out side so you keep the starter from pulling apart then turn and pull and get the 2nd nut on. I have seen them get so stuck you had to split the tractor to fix them
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Today's Featured Article - Madison's County - by Anthony West. Philip Madison has been a good friend of mine for quite some time. He has patiently suffered my incessant chit chat on the subject of tractors for longer than I care to remember, and on many occasions he has put himself out, dropped what ever it was he was doing, to come and lend a hand cranking handles, or loading a find onto a trailer. Although he himself has never actually owned or restored a tractor, he was always enthusiastic and always around helping with other peoples projects.
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